O'Brian Woodbine was born on January 11, 1988 in Westmoreland Parish, Jamaica. He currently plays for New England Revolution in Major League Soccer.
Woodbine is a member of the Jamaica national football team. He was a standout player on the U17, U20, U23 national teams since 2005. He made his senior national team debut for the Reggae Boyz on March 16, 2008, in a friendly against Trinidad and Tobago,
Woodbine joined MLS side New England Revolution in September 2013.